The added benefit is the equity you have now created in your personal residence that can avoid capital gains taxes if you live there for at least two years. 

And another $200 in property tax.

However, in my market a nice unit can easily collect $120,000+ in rent (not taxes, fees, or other pass through costs) and when the locals demand 35% commission my 20% is a steal and isn’t a whole lot more work for the 25k+ a year I’m making per property.

Hey bigger pockets, I was just wondering what some older more experienced real estate investors thought about the idea of buying tax deeds.

Alden Global Capital, known for owning the Chicago Tribune, has invested in Chicago's delinquent property taxes.

Perhaps tax wise or ?? 

Someone who works out of state with fire and government jobs but maintains permanent residency in home state with intent to return on taxes, license, etc.

Is he required to issue me a 1099 form for rental income for 2023 taxes?

I am wondering if I can save some money and just do the tax myself by using TurboTax Business, especially because it's the first year of LLC with only a couple of expense items? 

Then, you sell and keep the profits tax-free because of the capital gains exclusion.